Clint Eastwood

One of Clint Eastwood's earliest (and most monosyllabic) MAD appearances is also a milestone for the magazine, as it marks the first MAD byline for long-running artist Angelo Torres. "Where Vultures Fare," a Larry Siegel-written parody of the 1968 WWII flick Where Eagles Dare, originally appeared in MAD #130 (October '69).

In his first of five outings as Dirty Harry Callahan, Clint Eastwood caught the attention of MAD's editors, who assigned artist Mort Drucker and writer Arnie Kogen to take down 1971's Dirty Harry. The gritty seven-pager "Dirty Larry" first ran in MAD #153 (September '72)

Arguably the most bizarre Clint Eastwood caricature you'll ever see in MAD or anywhere else. Harry North caricatured an open-mouthed Clint for "Handicaps In Other Fields," written by Larry Siegel (based on an idea by Adam Garst) for MAD #195 (September '77).

Writer Dick DeBartolo and "Where Vultures Fare" artist Angelo Torres teamed up for a spoof of the 1993 Clint Eastwood flick In The Line of Fire, which co-starred Dylan McDermott and Rene Russo (and, cleverly disguised as a phone booth, John Malkovich).

A 2011 depiction of Clint Eastwood in his spaghetti-western days by MAD uber-artist Tom Richmond, who illustrated David Shayne's spoof of the controversial Eastwood-directed biopic American Sniper, an Oscar nominee for Best Picture. "American Sniping," including narration by the empty chair that Eastwood "debated" at the 2012 Republican National Convention (I'm serious), originally ran in MAD #533 (June '15) and was recently reprinted in the bookazine MAD Presents Oscar Winners (And Losers!).